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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128429Generated: October 25, 2026

3-Isoxazolamine, 5-(1,1-dimethylethyl)- → Pentanenitrile, 4,4-dimethyl-3-oxo-

https://huagongshe.com/reaction/128429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Isoxazolamine, 5-(1,1-dimethylethyl)-HCID 171473—
Reactant3-Tert-butyl-1,2-oxazol-5-amineHCID 2095694—
SolventAcetonitrileHCID 6342—
ProductPentanenitrile, 4,4-dimethyl-3-oxo-HCID 108871—

Reaction Steps

This invention relates to a method for optimizing the yield of 3-amino-5-(t-butyl)isoxazole over the yield of the isomeric 5-amino-3-(t-butyl)isoxazole. The method is carried out in a stepwise manner utilizing in a first step the reaction of a lower alkyl pivalate with acetonitrile in the presence of a base to yield pivalyl acetonitrile, which pivalyl acetonitrile is then reacted with hydroxylamine under carefully controlled conditions of pH to yield a preponderance of 3-amino-5-(t-butyl)isoxazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04259501
Source datasetuspto-grants-1981_03
ORD IDord-7a554b4c3abf445080b166ad1234b944
Source noteuspto-grants-1981_03